Under Arrest

Have a look around town to get started, as there are several landmarks worth noting -- such as the train tracks that can be ridden across the entire town. Start the mission when you're ready.

The initial objective of this job is to deface the posters hanging around town. From starting point first poster is straight ahead, being patrolled by a guard; get rid of him with a stealthy attack and press O to interact with the image. To reach the second poster turn around and jump over the train tracks. From there, head right; the poster is on a small building near a Steer Guard. From that location turn around and walk the power line to the red barn. Drop down, break the dry plants around you and paint the poster. Now turn left and follow the path until you come to a bouncy cart. Use it to hop onto the roof and then jump down to the side of the building (with the red white and blue draperies) for the next poster.

Before defacing the final poster climb the powerline immediately left of the marker. The hat is sitting on the rock-ledge behind a Clue Bottle.

After the short scene Sly will need to steal a lollipop from Toothpick. Take note of the Safe on top of the 6 Rooms Hotel as you make your way to Toothpick’s Lollipop, which is on the building directly left of the Hotel.

This is on the same building as the lollipop; it’s behind the sheriff's star on the upper level.

From here, Sly must take down a large banner that Toothpick is quite fond of. Turn around and follow the arrow on your HUD to the train tracks. Use the ropes and power lines to reach the banner; hit each clothespin to knock it down.

Doing this will get Sly arrested, which will unlock the Jailbird costume and finish the job.

For a complete list of Treasures, Masks, and Bottles, please visit the Collectibles section of the wiki.